Triethylamine → HCID 54721547, compound

Participants

Reaction Steps

The title compound was prepared as described in General Method III using 95.6 mg of 5,6-dihydro-4-hydroxy-6-phenyl-2(1H)-pyridinone, 180 mg of toluene-4-thiosulfonic acid S-(2-isopropyl-5-methylphenyl) ester (prepared as per Ranasinghe and Fuchs, Synthetic Communications 18: 227 (1988)) and 0.08 ml of triethylamine in 5 ml of absolute ethanol. The solution was stirred overnight at room temperature. Purification by flash chromatography using CH2Cl2 /isopropanol (99/1 to 95/5) as eluent gave a solid (m.p. 184°-186° C). 1H NMR (CDCl3) δ 1.28 (d, 3 H), 1.29 (d, 3 H), 2.23 (s, 3 H), 2.98 (d, 2 H), 3.52 (qn, 1 H), 4.85 (t, 1 H), 5.63 (s, 1 H), 6.78 (s, 1 H), 6.96 (m, 1 H), 7.14 (d, 1 H), 7.35-7.44 (m, 5 H), 7.55 (s, 1 H).

Provenance & Evidence